• 제목/요약/키워드: diol

검색결과 433건 처리시간 0.024초

항 바이러스 작용이 기대되는 Uridine의 2′,3′-Seco 유도체의 합성

  • 천문우;양재욱;이정원;송선용
    • 한국응용약물학회:학술대회논문집
    • /
    • 한국응용약물학회 1994년도 춘계학술대회 and 제3회 신약개발 연구발표회
    • /
    • pp.222-222
    • /
    • 1994
  • 목적하는 화합물인 2',5'-dihydroxy-3'-무치환 유도체(1)는 uridine을 sodium metaperiodate로 산화하여 dialdehyde를 얻은다음 1,2-dianilinoethane으로 3'-aldehyde만을 선택적으로 보호, 2'-aldehyde를 NaBH$_4$로 환원, alcohol로 하여 deprotection 하므로서 hemiacetal율 얻는다. 이 hemiacetal을 TsSNHHNH$_2$로 처리하여 목적하는(1) 화합물을 얻었으며 2-azido-5-Hydroxy-3'-무치환 유도체(2)는 (1)화합물 합성시 얻은 hemiactal을 출발 물질로 하여 먼저 TBDPSCl로 silyaltion하여 5'-hydroxyl group을 보호하고 TsNHNH$_2$로 3'-위치를 hydrazone으로 한다음 NaB(CNH$_3$로 처리하여 얻은 hydrazide를 NaOAc를 반응시켜 2'-hydroxy-3'-무치환-5'-silyl 유도체를 얻고 또한 2',3'-dihydroxy group을 tosyl화, azido화, 5'-silyl group을 deprotection 하므로서 (2)를 얻었다. 또한 2',3'-dihydroxy-5'-무치환 유도체(4)는 uridine의 2',3'-위치를 먼저 protection, 5'-위치를 benzoyl화 2',3'-deprotection, periodate oxidation하여 얻은 diol을 silyl화 한 다음 5'-위치를 benzoyl화, 2',3'-deprotection, 산화하여 얻은 hemiacetal의 silyl group을 제거한후 primary hydroxyl group만을 선택적으로 silyl화, TsNHNH$_2$, NaB(CN)H$_3$ 및 NaOAc로 처리하므로서 얻은 2'-hydroxy-3'-0-silyl group-5'-무치환 화합물을 tosyl, azido화 한다음 desilylation하여 얻었다. 목적하는(1) 화합물의 diasteromer 인 2',3'-dihydroxy-5'-무치환 유도체(3)는 (4)화합물 합성시 얻은 hemiactal을 key intermediate로 하여 TsNHNH$_2$, NaB(CN)H$_3$ 및 NaOAc로 처리하므로서 얻을수 있었다. 이들 화합물들의 각종 DNA 및 RNA virus에 대한 항 바이러스작용을 검토한 결과 현저한 항 바이러스 작용을 나타내지 않았다.

  • PDF

경색별인삼근(莖色別人蔘根)의 Ginsenoside 함량(含量) (Relationship Between Ginsenoside Content and Stem Color Intensity of Panax ginseng)

  • 박훈;박귀희;유기중
    • Applied Biological Chemistry
    • /
    • 제25권4호
    • /
    • pp.211-217
    • /
    • 1982
  • 경색정도(莖色程度)가 다른 자경종인삼근동체(紫莖種人蔘根胴體)의 표피일주피(表皮一周皮)(외부(外部))와 도관일수(導管一隋)(내부(內部))의 진세노사이드를 조사하였다. 진세노사이드의 양상(樣相), 다이올계와 트리올계의 비(比)(PT/PD) 및 총(總) 진세노사이드 함량은 두 부위간(部位間)에만 유의성(有意性) 있는 차이(差異)를 보였으며 경색도(莖色度)와는 관계(關係)를 보이지 아니하였다. 자색도(紫色度) 감소에 따른 총(總) 진세노사이드 함량(含量)의 증가경향(增加傾向)은 시료수(試料數)를 증대(增大)하여 조사(調査)할 필요(必要)가 있다. 진세노사이드의 함량(含量) 순서는 외부(外部)에서 $R_{b1}>R_{g1}>R_{e}>R_{c}>R_{g2}>R_{b2}>R_{f}>R_{d}$였고 내부(內部)에서는 $R_{g1}>R_{b1}>R_{g2}>R_{e}>R_{b2}>R_{c}>R_{f}>R_{d}$였다. PT/PD는 외부(外部)에서 1.08 내부(內部)에서 1.95였다. 총(總) 진세노사이드 함량(含量)은 외부(外部)가 내부(內部)보다 3배(倍) 높고 두 부위(部位)의 무게는 비슷하므로 동체(胴體)의 진세노사이드 함량은 외부(外部)의 함량에 의존된다.

  • PDF

HPLC 형광분석법을 통한 벼에서 Brassinolide의 검정 (Determination of Brassinolide by HPLC equipped with Fluoresence Detector in Rice(Oriza sativa L.))

  • 김인선;이강봉;서용택;;심재한
    • Applied Biological Chemistry
    • /
    • 제39권1호
    • /
    • pp.84-88
    • /
    • 1996
  • 벼의 생육 단계별 brassinolide의 검정을 위하여 HPLC 형광분석법을 개발하였다. 형광분석에 민감한 1-cyanoisoindole-2-m-phenylboronic acid를 o-phthalaldehyde와 m-phenylbornic acid 및 KCN과 반응시켜 합성하여 brassinolide의 1, 2-diol과 유도체화 시켰다. Brassinolide $1\;{\mu}g$에 대한 1-cyanoisoindole-2-m-phenylboronic acid의 brassinolide boronate의 형성정도는 $20\;{\mu}g$에서 90% 이상의 유도체화를 보였고 형광검출법에 의한 brassinolide의 검출한계는 0.16 ng이었다. 벼의 생육단계별 brassinolide는 분얼기 및 신장기에서는 검출이 되지 않았으며 유수형성기에는 $0.8\;{\mu}g$(생체 10g)이 그리고 출수개화기에는 $0.2\;{\mu}g$(생체 10g)이 검출되었다.

  • PDF

NaCl 농도가 인삼의 ginsenoside 함량과 pH 및 색의 변화에 미치는 영향 (Effect on the change of ginsenosides, pH and color by NaCl concentration)

  • 박명한;이종원;이종태;김교창
    • Applied Biological Chemistry
    • /
    • 제36권4호
    • /
    • pp.260-264
    • /
    • 1993
  • 인삼을 조미제품의 첨가성분으로 이용할 때 그 NaCl 농도에서 인삼성분의 안정성을 규명하기 위하여, 미삼과 홍삼정을 NaCl 농도별로 처리하여 pH, 색상 및 ginsenosides 함량을 조사한 결과, 미삼의 경우 NaCl 농도가 증가 할수록 pH는 높아졌으나 홍삼정 시험구에서는 유의적인 변화가 없었다. 색상은 NaCl 농도가 증가 될수록 감소하였다. n-BuOH extract 수율은 5% NaCl 농도에서 감소하였고 그 이상의 농도에서는 증가하는 경향을 나타내었으며, 증감 범위는 홍삼정이 컸다. Ginsenosides 함량은 diol계 saponin인 ginsenoside-Re, $-Rb_1$, $-Rb_2$, -Rc, -Rd 및 triol계 saponin인 ginsenoside-Re 모두 5% NaCl 농도에서 감소하였고 그 이상의 농도에서 증가하는 경향이었으며, 특히 ginsenoside-Re가 가장 민감한 증감의 변화를 보였다.

  • PDF

돼지 관상동맥에서 고려인삼의 Protopanaxatriol과 Protopanaxadiol의 혈관이완 효과 (Vasorelaxing Effect by Protopanaxatriol and Protopanaxadiol of Panax ginseng in the Pig Coronary Artery)

  • Chang, Seok-Jong;Suh, Jang-Soo;Jeon, Byeong-Hwa;Nam, Ki-Yeul;Park, Hae-Kun
    • Journal of Ginseng Research
    • /
    • 제18권2호
    • /
    • pp.95-101
    • /
    • 1994
  • Saponin of Panax ginseng (C.A. Meyer) is composed of Protopanaxatriol (PT) and Protopanaxa- diol (PD). We investigated the effects of PT and PD on the contractility and $^{45}Ca$ uptake in the pig coronary artery. Isometric tension in the helical strips and $^{45}Ca$ uptake in the ring strips were measured in the presence or absence of PT and PD. PT and PD did not affect the high K+ (40 mM)-induced contraction but relaxed the ACh-induced contraction in a dose4ependent manner (1~10 mg/dl). The vasorelaxing effect of PT on the ACh-induced contraction was more potent than that of PD. Those relaxations were partially suppressed by the rubbing of endothelium removal. ACh-induced contraction in the $Ca^{2+}$-free Tyrode's solution was suppressed by the pretreatment of PT or PD. Following the depletion of ACh-sensitive intracellular $Ca^{2+}$ pool, ACh-induced contraction was suppressed by the pratreatment of PT or PD. With the pretreatment of PT or PD, $^{45}Ca$ uptake by high K+ (43 mM) was not changed but that by ACh was suppressed in the pig coronary artery. From the above results, we suggested that the vasorelaxing effect of PT and PD of Panax ginseng was due to inhibition of intracellular $Ca^{2+}$ release, inhibition of $Ca^{2+}$ uptake via receptor-operated $Ca^{2+}$ channels and in part a release of vasorelaxing factor from endothelium in pig coronary artery.

  • PDF

Inhibitory Constituents against Cyclooxygenases from Aralia cordata Thunb

  • Dang Nguyen Hai;Zhang XinFeng;Zheng MingShan;Son Kun Ho;Chang Hyeun Wook;Kim Hyun Pyo;Bae KiHwan;Kang Sam Sik
    • Archives of Pharmacal Research
    • /
    • 제28권1호
    • /
    • pp.28-33
    • /
    • 2005
  • Seven diterpenes, four polyacetylenes, a lipid glycerol, and two sterols were isolated from the methylene chloride fraction of the root of Aralia cordata. Their chemical structures were determined as (-)-pimara-8(14), 15-dien-19-oic acid (2), pimaric acid (3), (-)-kaur-16-en-19-oic acid (4), 17-hydroxy-ent-kaur-15-en-19-oic acid (9), $7{\alpha}$-hydroxy-(-)-pimara-8(14), 15-dien-19-oic acid (10), $16\alpha$, 17 -dihydroxy-(-)-kauran-19-oic acid (11), 16-hydroxy-17-isovaleroyloxy-ent-kauran-19­oic acid (12), falcarindiol (5), dehydrofalcarindiol (6), dehydrofalcarindiol-8-acetate (7), falcarin­diol-8-acetate (8), alpha-mono palmitin (13), stigmasterol (1), and daucosterol (14) by the spectral evidences. These compounds were tested with COX-1 and COX-2 inhibition assays. This study found that compounds 2, 4, 5, 6, 7, 8, and 10 inhibited COX-1 dependent conversion of the exogenous arachidonic acid to $PGE_2$ in a dose-dependent manner with $IC_{50}$ values of $134.2{\mu}M$, $121.6{\mu}M$, $170{\mu}M$, $50.4{\mu}M$, $11.7{\mu}M$, $99.6{\mu}M$, and $69.6{\mu}M$, respectively. But, most of these compounds weakly inhibited COX-2 dependent $PGE_2$ generation. Among them, only compound 4 showed relatively significant inhibitory activity $(IC_{50}\;:\;127.6{\mu}M)$.

방사선 그라프트 중합법을 이용한 이온교환 필터의 살균효과 (Sterilization Effect of the Ion-exchanger Filter Using by Radiation Graft Polymerization)

  • 김예진;홍용철;김민
    • Korean Chemical Engineering Research
    • /
    • 제52권3호
    • /
    • pp.378-381
    • /
    • 2014
  • 방사선 그라프트 중합에 의한 이온교환필터를 이용하여 물에 포함된 미생물의 살균 효과를 연구하였다. 이온교환필터는 부직포 필터에 전자선을 조사한 후, GMA를 그라프트 중합시켰으며, 이 GMA 필터에 이온교환기를 도입시켜 이온교환필터(EtA, DEA, SS)를 도입하였다. 그 결과 이온교환기 밀도는 EtA의 경우 2.38 mol/kg, DEA는 1.79 mol/kg, SS는 0.75 mol/kg으로 나타났다. 이렇게 제작된 필터를 통해 E. coli의 살균력을 측정하였다. SS-diol 필터의 경우 log 4.65로 EtA, DEA에 비해 각각 약 3.00배, 1.10배 높은 제거율이 나타났다. 이는 상수처리 기준 3000 CFU/ml와 비교하여 우수한 결과를 나타냈음을 알 수 있었다.

PZT 박막의 압전 특성 및 MEMS 기술로 제작된 PZT cantilever의 전기기계적 물성 평가 (Piezoelectric and electromechanical properties of PZT films and PZT microcantilever)

  • 이정훈;황교선;윤기현;김태송
    • 한국전기전자재료학회:학술대회논문집
    • /
    • 한국전기전자재료학회 2002년도 하계학술대회 논문집
    • /
    • pp.177-180
    • /
    • 2002
  • Thickness dependence of crystallographic orientation of diol based sol-gel derived PZT(52/48) films on dielectric and piezoelectric properties was investigated The thickness of each layer by one time spinning was about 0.2 $\mu\textrm{m}$, and crack-free films was successfully deposited on 4 inches Pt/Ti/SiO$_2$/Si substrates by 0.5 mol solutions in the range from 0.2 $\mu\textrm{m}$ to 3.8 $\mu\textrm{m}$. Excellent P-E hysteresis curves were achieved without pores or any defects between interlayers. As the thickness increased , the (111) preferred orientation disappeared from 1$\mu\textrm{m}$ to 3 $\mu\textrm{m}$ region, and the orientation of films became random above 3 $\mu\textrm{m}$. Dielectric constants and longitudinal piezoelectric coefficient d$\_$33/, measured by pneumatic method were saturated around the value of about 1400 and 300 pC/N respectively above the thickness of 0.8 7m. A micromachined piezoelectric cantilever have been fabricated using 0.8 $\mu\textrm{m}$ thickness PZT (52/48) films. PZT films were prepared on Si/SiN$\_$x/SiO$_2$/Ta/Pt substrate and fabricated unimorph cantilever consist of a 0.8 fm thick PZT layer on a SiNx elastic supporting layer, which becomes vibration when ac voltage is applied to the piezoelectric layer. The dielectric constant (at 100 kHz) and remanent polarization of PZT films were 1050 and 25 ${\mu}$C/$\textrm{cm}^2$, respectively. Electromechanical characteristics of the micromachined PZT cantilever in air with 200-600 $\mu\textrm{m}$ lengths are discussed in this presentation.

  • PDF

Phytochemical Constituents of Capsella bursa-pastoris and Their Anti-inflammatory Activity

  • Cha, Joon Min;Kim, Dong Hyun;Lee, Tae Hyun;Subedi, Lalita;Kim, Sun Yeou;Lee, Kang Ro
    • Natural Product Sciences
    • /
    • 제24권2호
    • /
    • pp.132-138
    • /
    • 2018
  • Phytochemical investigation of 80% MeOH extract of the aerial parts of Capsella bursa-pastoris yielded fourteen compounds (1 - 14). The structures of the compounds were elucidated by spectroscopic methods to be methyl-1-thio-${\beta}$-D-glucopyranosyl disulfide (1), 10-methylsulphinyl-decanenitrile (2), 11-methyl-sulphinyl-undecanenitrile (3), 1-O-(lauroyl)glycerol (4), phytene-1, 2-diol (5), (3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one (6), loliolide (7), ${\beta}$-sitosterol (8), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (9), 1-feruloyl-${\beta}$-D-glucopyranoside (10), pinoresinol-4'-O-${\beta}$-D-glucopyranoside (11), luteolin (12), quercetin-3-O-${\beta}$-D-glucopyranoside (13), and luteolin 6-C-${\beta}$-glucopyranoside (14). Although compound 1 was reported as synthetic compound, 1 was first isolated from natural source. NMR spectral data assignments of 1, 2 and 3 were reported for the first time, and compounds 1 - 14 were for the first time reported from this plant source. The anti-inflammatory effects of 1 - 14 were evaluated in lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cells. Compounds 12 exhibited strong inhibitory effects on nitric oxide production in LPS-activated BV-2 cells with $IC_{50}$ values of $9.70{\mu}M$.

Effect of Ginseng Saponin on the $Na^{+}$, $K^{+}$-ATPase of Dog Cardiac Sarcolemma

  • Lee, Shin-Woong;Lee, Jeung-Soo;Kim, Young-Hie;Jin, Kap-Duck
    • Archives of Pharmacal Research
    • /
    • 제9권1호
    • /
    • pp.29-38
    • /
    • 1986
  • The effects of ginseng saponins on the sarcolemmal $Na^{+}$, $K^{+}$-ATPase were compared to gypsophila saponin, sodium dodecylsulfate (SDS), and Triton X-100 to elucidate whether the effects are due to the membrane distruption, using a highly enriched preparation of cardiac sarcolemma prepared from dog ventricular myocardium. About 26% and 29% of vesicles in the preparation, enriched in ouabain-sensitive $Na^{+}$, $K^{+}$-ATP ase, $\beta$-adrenergic and muscarinic receptors are rightside-out and inside-out orientation, respectively. Ginseng saponins (triol>total> diol) inhibited $Na^{+}$, $K^{+}$-ATP ase activity, $Na^{+}$, $K^{+}$-ATPase activity and [$^{3}$H]ouabain binding of sarcolemmal vesicles. However, gypsophila saponin, SDS (0.4$\mu$g/$\mu$g protein) and Triton X-100 (0.6 $\mu$g/$\mu$g protein) caused about 1.35 and 1.40-fold increase in $Na^{+}$, $K^{+}$-ATPase activity and [$^{3}$H] oubain binding, respectively. Especially, the activating effect of gypsophila saponin on membrane Na+, K+ ATPase was detected at gypsophila saponin to sarcolemmal protein ratios as high as 100. Low dose of ginseng saponin (3$\mu$g/$\mu$g protein) decreased the phosphorylation sites and the concentration of ouabain binding sites (Bmax) without affecting the turnover number and affinity for ouabain binding, while gypsophila saponin, SDS(0.4 ug/ug protein), ahd Triton X-100 (0.6$\mu$g/$\mu$g protein) increased the Bmax. The results suggest that ginseng saponins cause a decrease in the number of active sites by interacting directly with $Na^{+}$, $K^{+}$-ATPase before disruption of membrane barriers of sarcolemmal vesicles.

  • PDF